Gold-standard chauffeurs
You are the face of Outbound ORD. We look for calm, professional drivers who thrive on long-haul service and meticulous presentation.
Join the crew
Drive the Midwest’s overnight lifeline.
Outbound ORD is built for last-minute airport escapes and executive charters when the Midwest shuts down. We partner with experienced chauffeurs who own premium vehicles and deliver concierge-level service.
8
Years in business
2,000+
Happy customers
14,500
Trips completed
5
Fleet vehicles
Premium equipment only
Black sedans and SUVs, immaculate inside and out. Your vehicle should be model year 2017 or newer with commercial insurance in force.
Operations that back you
Dispatch assists before, during, and after every trip. Milestone payouts, toll reconciliation, and rider comms are handled in-house.
Why chauffeurs stay
Night premiums • direct dispatch • paid standby
We respect the time it takes to prep vehicles and cross state lines. Expect reliable volume, fast payouts, and support that keeps customers calm, even when the weather isn’t.
Apply now
Answer a few questions and our dispatcher will reach out within 24 hours.
How onboarding works
Three steps to wheels rolling
- Step 1
Apply in minutes
Tell us about your vehicle, availability, and licensing. We follow up inside one business day.
- Step 2
Screen & ride-along
Background review, insurance verification, and a shadow ride so you can see our cadence in action.
- Step 3
Go live
Receive Stripe-connected payouts, dispatch support, and transparent trip briefs for every assignment.
Requirements at a glance
- 2017 or newer black sedan or SUV
- Commercial auto insurance with $1M liability minimum
- Clean driving record and active chauffeur / livery license
- W-9, background screening, and NDA at onboarding
Dispatch support
Late-night coverage without the chaos.
Inspired by the Late Night Hero playbook: dependable overnight response, fair compensation, and a team that knows the routes better than the apps.